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I am a Larry David-level curmudgeon when it comes to making efforts to talk to strangers, so having a few first date conversation starters in my back pocket is a nerdy comfort I enjoy. No matter how many you've been on, how many mutual friends you and your date have, or how unshakably confident you are, a first date means that you are taking time that you could be spending with friends or snuggling up with the new season of to sit across from a veritable stranger/potential murderer.I think asking them the best or worst part about growing up in Nashville or Miami or wherever makes the question more specific and allows you to learn more about them, too.Everyone loves to humblebrag about their sweet vacations.Don't make them pick All right, so maybe you're out with the an OG Airbnb employee, or maybe you're out with someone who has no idea what a startup is, but I think this question is fun because it's pretty much like asking: "What's an app that doesn't exist that you wish did? Who knows, you could be on a date with a VC person who actually wants to fund your idea.This is a better way of asking, "What do you do for fun?
This kind of discussion gives you both an idea about each other's short- and long-term plans, and allows the two of you to determine whether or not your plans are in alignment.
It's important for you and your partner to learn about the nature of your relationships with your families of origin and whether the two of you have healthy or dysfunctional relationships with your families.